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9 Jan - 11 Jan
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Our top choices for Wainscott Woods hotels

Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9)
Situated adjacent to fairways, this serene Wainscott hotel offers complimentary WiFi and parking. Cool off in the seasonal outdoor pool after exploring nearby Wolffer Estates Vineyard. A garden and terrace create perfect spaces for unwinding in Hamptons tranquility.
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is NZ$1,880
includes taxes & fees
8 Jan - 9 Jan
Wainscott Woods Retreat
Beach nearby
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
Just minutes from Osborn-Jackson House Museum, this charming inn offers The Palm restaurant with Italian cuisine. After exploring nearby attractions, relax in the lush garden or enjoy a drink at the bar.
"Staff and management was very welcoming!"
United States
Sanailer
The price is NZ$817
includes taxes & fees
8 Jan - 9 Jan
The Huntting Inn
Deluxe Double Room, 1 King Bed, City View
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
Stylish accommodation near The Hamptons Beaches feature 2 bars/lounges for evening refreshment. Just steps from Hampton Bays Station and minutes from Good Ground Park, this hotel provides free WiFi and cable TV for a comfortable coastal getaway.
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60)
Immerse yourself in coastal luxury at this spa hotel offering 2 bars, a seasonal outdoor pool, and a 24-hour fitness centre. Located near Meschutt Beach with easy access from Hampton Bays Station, enjoy relaxing treatments at the on-site spa after exploring nearby attractions.
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
Front of property – evening/night
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (76)
Nestled in East Hampton, this luxury bed and breakfast offers complimentary gourmet breakfast and convenient access to outdoor adventures. Explore nearby hiking trails or borrow kayaks before returning to relax in the garden or terrace. Old Hook Mill is just moments away.
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is NZ$543
includes taxes & fees
14 Jan - 15 Jan
Mill House Inn
View from property
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (161)
Exploring the Hamptons is effortless from this charming hotel with complimentary breakfast and bicycle rentals. Just minutes from beautiful beaches and the Amelia Cottage Museum, guests can relax in the seasonal outdoor pool or garden.
"Amazing stay"
United States
Liana
The price is NZ$401
includes taxes & fees
18 Jan - 19 Jan
Journey East Hampton
Property entrance
The Maidstone

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150)
Just 5 minutes from The Hamptons Beaches, this East Hampton boutique hotel serves free breakfast and offers complimentary bikes to explore the area. Enjoy the restaurant, garden setting, and beach shuttle, plus free WiFi and parking near local attractions.
"We had a wonderful stay "
United States
Sabrina
The Maidstone
2 restaurants, American cuisine
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162)
This coastal retreat offers 2 restaurants serving American cuisine, one being the signature 1770 House Restaurant. Enjoy the serene garden and convenient bar/lounge, all while being close to Guild Hall and Mulford Farm with complimentary WiFi and parking.
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is NZ$558
includes taxes & fees
8 Jan - 9 Jan
The 1770 House Restaurant & Inn
Interior
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
Relax at this cosy retreat near Croteaux Vineyards and Corey Creek Winery. Enjoy complimentary breakfast, WiFi, and parking. Borrow free bicycles to explore local attractions, then unwind in the seasonal pool, garden, or terrace.
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Lobby lounge
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (559)
Set along the waterfront in Greenport, this charming hotel offers a tranquil retreat with easy access to the local train station. Enjoy a refreshing dip in the seasonal outdoor pool or maintain your workout routine at the 24-hour fitness centre.
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is NZ$314
includes taxes & fees
13 Jan - 14 Jan
The Harbor Front Inn
Interior detail
Harpoon House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148)
Begin your Hamptons retreat at this charming B&B with 3 bars and a café. Just a short walk from Southampton Station and minutes from historical attractions. The garden and terrace provide peaceful spots to relax after exploring nearby beaches.
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (143)
Soak in bay vistas at this Greenport beach hotel with 2 bars and 3 dining options. After a massage at the full-service spa, grab a complimentary bike to explore nearby Railway Museum and East End Seaport Maritime Museum.
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows
Terrace/patio
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
Set in charming Greenport, this inn offers a restaurant, bar, and free breakfast to start your day. Borrow bicycles to explore nearby attractions like Greenport Harbour Brewing Company, or stroll 8 minutes to the train station. Helpful staff and garden views await.
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is NZ$423
includes taxes & fees
8 Jan - 9 Jan
American Beech Hotel
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (174)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is NZ$601
includes taxes & fees
11 Jan - 12 Jan
The Menhaden
Reception
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (418)
This welcoming hotel offers free WiFi and parking just 15 minutes from The Hamptons Beaches. Enjoy the seasonal outdoor pool after exploring nearby attractions like Sebonack and Shinnecock Hills golf courses, with water activities moments away.
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is NZ$245
includes taxes & fees
22 Jan - 23 Jan
The Bentley Hotel Southampton
Resort view
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (604)
Experience coastal luxury at this oceanfront hotel with direct beach access and scenic vistas. Enjoy American fare at The Halyard restaurant or drinks at one of 3 bars including a poolside option. The seasonal outdoor pool, free breakfast, and attentive staff create an idyllic Greenport retreat.
"Nice place"
United States
Mateusz
The price is NZ$382
includes taxes & fees
14 Jan - 15 Jan
Sound View Greenport
Breakfast, lunch, brunch served; local cuisine
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553)
Experience coastal charm at this Tudor-style inn with a seasonal pool and tennis court. Just 5 minutes from Hamptons beaches and walking distance to shops and restaurants. Claude's serves local cuisine while 3 bar options enhance the quiet, family-friendly atmosphere.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is NZ$423
includes taxes & fees
15 Jan - 16 Jan
Southampton Inn
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
This Southampton hotel offers a convenient home base with free WiFi and parking. Located within a 10-minute drive of Cooper's Beach, guests can enjoy the outdoor pool after exploring nearby attractions and the cultural museum.
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is NZ$216
includes taxes & fees
12 Jan - 13 Jan
Southampton Long Island Hotel
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (294)
Discover charming Greenport from this boutique hotel offering free bicycle rentals for local exploration. Unwind at the bar or grab a bite at the café. The harbour brewery and farmers' market are nearby, with the train station just an 8-minute walk away.
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
Zey Hotel
Golf
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (446)
This charming Southampton motel offers a peaceful garden and terrace. Enjoy easy access to Shinnecock Hills Golf Course while rooms provide convenient refrigerators and microwaves. Hiking trails, kayaking, and free WiFi enhance your stay near scenic beaches.
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$193
includes taxes & fees
9 Jan - 10 Jan
Hamlet Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Wainscott Woods

Check out Wolffer Estates Vineyard and Georgica Beach—just a couple of the sights around Wainscott Woods.

See all hotels in Wainscott Woods
If I could only "Trove" a smell. Delicious scones and brioches (cinnamon butter and chocolate chip options), etc.
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Everything was Great Immaculate hotel very good location sraff was great"
latoya 1-night trip
Posted 1 day ago
The Harbor Front Inn

More cheap accommodation in Wainscott Woods

Hamlet Inn

Hamlet Inn

300 Montauk Highway Southampton NY
The price is NZ$193 per night from 9 Jan to 10 Jan
NZ$193
9 Jan - 10 Jan
includes taxes & fees
8.4/10 Very Good! (446 reviews)

Frequently asked questions

What's the best place for a stay in Wainscott Woods?
Located 14.3 mi (22.9 km) from the heart of Wainscott Woods, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Montauk Blue Hotel and The Bentley Hotel Southampton. See all available top hotels, or vacation rentals in Wainscott Woods.
What are some of the best holiday rentals that Wainscott Woods has to offer?
Stunning Hampton Holiday Family Fantasy for your Team: This holiday home rental outside of Wainscott Woods is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Wainscott Woods.
If I need to cancel my hotel reservation in Wainscott Woods, will I receive a refund?
Yes, the majority of room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Wainscott Woods.
What's the best dog-friendly place to stay in Wainscott Woods?
380 Inn is a top hotel for people travelling with their pets, and offers free newspapers and in-room kitchenettes for its human guests. See more pet-friendly hotel accommodations in Wainscott Woods.
What are some hotels with pools in Wainscott Woods?
Gurney's Montauk Resort & Seawater Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel and The Bentley Hotel Southampton are a couple of other choices that feature an on-site pool. View all hotels with pools in Wainscott Woods.
How is it to stay in Wainscott Woods?
Visitors to Wainscott Woods will definitely find plenty to explore and enjoy. In Wainscott Woods, there are 22 hotels and other accommodation options to choose from. Find out more about Wainscott Woods.
What is there to see in Wainscott Woods?
Places to visit in the wider area include Wolffer Estates Vineyard, Georgica Beach and The Jewish Center of the Hamptons. You'll also find East Hampton Main Beach and Guild Hall in the area. Take a look at what more there is to see and do in Expedia's Wainscott Woods guide.
What's the weather like in Wainscott Woods?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Wainscott Woods is 1452 mm.

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